JP7237965B2 - New pyrimidine derivative - Google Patents

Description

The present invention relates to pyrimidine derivatives, compositions containing pyrimidine derivatives, methods of making and using these compositions and the use of pyrimidine derivatives as adjuvants, particularly for agrochemical use. In particular, the present invention relates to emulsifiable concentrates (EC), emulsions in water (EW), suspensions of particles in water (SC), soluble liquids (SL), capsule suspensions (CS), suspensions of particles and emulsions. Pyrimidines selected from suspensions (SE), dispersion concentrates (DC), suspensions of particles in oil (OD), water dispersible granules (WG), soluble granules (SG) and wettable powders (WP) It relates to compositions comprising derivatives.

The efficacy of a biologically active ingredient (AI), such as a pesticide, in a composition can often be improved by adding further ingredients. The observed efficacy of combinations of ingredients can sometimes be significantly higher than what would be expected from the individual ingredients used. An adjuvant is a substance that can enhance the biological activity of an AI, but which itself is not significantly biologically active. Adjuvants are often surfactants, which may be included in the formulation or added separately, and are often referred to as incorporated into the formulation or added as a tank mix additive. .

In addition to their effect on biological activity, the physical properties of the adjuvant are important and must be chosen with regard to compatibility with the formulation under consideration. For example, it is generally straightforward to incorporate solid adjuvants into solid formulations such as water-soluble or water-dispersible granules. Some adjuvants rely on surfactant properties for enhanced biological activity, with one typical class of adjuvants being alkyl or aryl groups to provide lipophilic moieties and hydrophilic Contains (poly)alkoxy chains to provide moieties. For a series of adjuvants for various purposes see Hess, F.; D. and Foy, C.I. L. , Weed technology 2000, 14, 807-813, and many others. However, there is a constant need for further new adjuvants with new properties.

The present invention is based on the finding that certain pyrimidine derivatives are surprisingly effective adjuvants, significantly enhancing the biological activity of active ingredients.

（式中、
Ｒ¹は、Ｃ₄～Ｃ₂₀－アルキル及びＣ₄～Ｃ₂₀－アルケニルから選択され；
Ｒ²は、Ｈ、メチル、エチル、ｎ－プロピル、イソプロピル、ｎ－ブチル、イソブチル、ｓ－ブチル及びｔ－ブチルから選択され；
Ｘは、

；又は
（ｉｉｉ）

の混合物
のいずれかであり；
ｎは、２～３０である）
の化合物又はその塩が提供される。 Therefore, in the first aspect of the present invention, as Embodiment 1, formula (I)

(In the formula,
R ¹ is selected from C ₄ -C ₂₀ -alkyl and C ₄ -C ₂₀ -alkenyl;
R ² is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl and t-butyl;
X is

or (iii)

is any mixture of
n is 2 to 30)
or a salt thereof is provided.

である、実施形態１に記載の化合物又は塩が提供される。 As a second embodiment, X is

There is provided a compound or salt according to embodiment 1, which is

である、実施形態１に記載の化合物又は塩が提供される。 As a third embodiment, X is

There is provided a compound or salt according to embodiment 1, which is

As embodiment 4 there is provided a compound according to embodiment 2, wherein n is 5-15.

As embodiment 5 there is provided a compound according to embodiment 2, wherein n is 7-12.

As embodiment 6 there is provided a compound according to embodiment 3, wherein n is 2-15.

As embodiment 7 there is provided a compound according to embodiment 3, wherein n is 2-8.

As embodiment 8 there is provided compounds according to embodiments 1, 2, 4 and 5, wherein R ² is selected from H and methyl, especially methyl.

As Embodiment 9 there is provided compounds according to Embodiments 1, 3, 6 and 7, wherein R ² is selected from H and methyl, especially methyl.

Embodiment 10 provides compounds according to any one of embodiments 1 to 9, wherein R ¹ is selected from C ₆ -C ₁₈ -alkyl and C ₆ -C ₁₈ -alkenyl.

In embodiment 11, R ¹ is selected from hexyl, nonyl, dodecyl, hexadecyl, isostearyl and oleyl, especially hexyl, nonyl, dodecyl, hexadecyl and oleyl, especially hexyl, nonyl, dodecyl, hexadecyl and oleyl, more especially oleyl , embodiment 10 is provided.

（式中、
Ｒ¹は、Ｃ₆～Ｃ₁₈－アルキル及びＣ₆～Ｃ₁₈－アルケニルから選択され；
Ｘは、

であり；
ｎは、２～２０であり；
Ｒ²は、メチル又はＨである）
の、実施形態１に記載の化合物又は塩が提供される。 As embodiment 12, formula (I)

(In the formula,
R ¹ is selected from C ₆ -C ₁₈ -alkyl and C ₆ -C ₁₈ -alkenyl;
X is

is;
n is 2 to 20;
^R2 is methyl or H)
There is provided a compound or salt according to embodiment 1 of

（式中、
Ｒ¹は、ヘキシル、ノニル、ドデシル、ヘキサデシル及びオレイルから選択され；
Ｘは、

であり；
ｎは、２～２０であり；
Ｒ²は、メチル又はＨである）
の、実施形態１に記載の化合物が提供される。 In embodiment 12.1, formula (I)

(In the formula,
^R1 is selected from hexyl, nonyl, dodecyl, hexadecyl and oleyl;
X is

is;
n is 2 to 20;
^R2 is methyl or H)
There is provided a compound according to embodiment 1 of .

As Embodiment 13 is provided compounds according to Embodiment 12.1, wherein R ² is methyl, and R ¹ and n are as defined in the Table.

（式中、
Ｒ¹は、Ｃ₆～Ｃ₁₈－アルキル及びＣ₆～Ｃ₁₈－アルケニルから選択され；
Ｘは、

であり；
ｎは、２～８であり；
Ｒ²は、メチル又はＨである）
の、実施形態１に記載の化合物が提供される。 As embodiment 14, formula (I)

(In the formula,
R ¹ is selected from C ₆ -C ₁₈ -alkyl and C ₆ -C ₁₈ -alkenyl;
X is

is;
n is 2-8;
^R2 is methyl or H)
There is provided a compound according to embodiment 1 of .

（式中、
Ｒ¹は、ヘキシル、ノニル、ドデシル、ヘキサデシル及びオレイルから選択され；
Ｘは、

であり；
ｎは、２～８であり；
Ｒ²は、メチル又はＨである）
の、実施形態１に記載の化合物が提供される。 In embodiment 14.1, formula (I)

(In the formula,
^R1 is selected from hexyl, nonyl, dodecyl, hexadecyl and oleyl;
X is

is;
n is 2-8;
^R2 is methyl or H)
There is provided a compound according to embodiment 1 of .

As Embodiment 15 is provided compounds according to Embodiment 14.1, wherein R ¹ is dodecyl, R ² is methyl, and n is 3.

Definition:
The term " _C4 - _C20 -alkyl" as used herein (either alone or as part of a chemical group) means a straight-chain or branched hydrocarbon group having 4 to 20 carbon atoms, for example n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,2-dimethylpropyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1 -ethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,2-dimethylpropyl, 1,3-dimethylbutyl, 1,4-dimethylbutyl, 2,3 -dimethylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethylbutyl, 2-ethylbutyl represents

The term “C ₄ -C ₂₀ -alkenyl” as used herein (either alone or as part of a chemical group) means a straight-chain hydrocarbon having 4 to 20 carbon atoms and at least one double bond. or branched hydrocarbon groups such as 2-butenyl, 3-butenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-2-butenyl , 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl , 1,2-dimethyl-2-propenyl, 1-ethyl-2-propenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl , 3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3 -methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl -3-butenyl, 1,3-dimethyl-2-butenyl, 2,2-dimethyl-3-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 1-ethyl-2 -butenyl, 1-ethyl-3-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl , 1-ethyl-2-methyl-2-propenyl, oleyl.

As used herein, by using the phrase "according to any one of," for example, "according to any one of embodiments 1-23," multiple other embodiments are When an embodiment is referred to, said embodiment is not only those indicated by integers such as 1 and 2, but also for example 23.1, 23.2, 23.3, 23.4, Reference is also made to embodiments indicated by numbers with decimal points such as 23.20, 23.25, 23.30.

式中、Ｒ¹、Ｒ²、Ｘ及びｎは、実施形態１～１５のいずれか１つにおけるものと同じ意味を有し、且つＹは、ハロゲン、例えばフルオロ又はクロロなどの好適な脱離基である。 Compounds according to any one of embodiments 1-15 can be prepared as shown in Scheme 1.
Scheme 1:

wherein R ¹ , R ² , X and n have the same meaning as in any one of embodiments 1-15 and Y is a suitable leaving group such as halogen, for example fluoro or chloro is.

Compounds of formula (II) are commercially available.

Step (a): A compound of formula (III) is combined with a compound of formula (II) and an alcohol R ¹ —OH, wherein R ¹ is as defined in any one of embodiments 1-15 ) in the presence of a suitable organolithium reagent such as lithium tert-butoxide, in a suitable solvent such as THF, under an inert gas (nitrogen) atmosphere and at a suitable temperature such as <5°C. It can be prepared by reacting under conditions.

Step (b): The compound of formula (III) is the compound R ² —(O—CH ₂ —CH ₂ ) _n —OH or R ² —(O—CH ₂ (CH ₃ )—CH ₂ ) _m —OH( wherein R ² is as defined in any one of embodiments 1-15) and the dissolution in the presence of a suitable base such as potassium tert-butoxide in a suitable solvent such as DMSO. The reaction is further subjected to suitable conditions such as under an active gas (nitrogen) atmosphere and at a temperature of <5°C.

The present invention provides that the compounds according to any one of embodiments 1 to 15 are particularly good adjuvants for biologically active ingredients such as agrochemicals, pharmaceuticals and cosmetics, and they are particularly effective in agrochemical formulations. based on the unexpected finding that

Accordingly, in a second aspect of the present invention there is provided, as embodiment 16, a composition comprising a biologically active ingredient, in particular an agrochemical active ingredient, and a compound according to any one of embodiments 1-15. . In one embodiment 17, there is provided an agrochemical composition comprising (i) an active ingredient, (ii) a surfactant, and (iii) a compound according to any one of embodiments 1-15.

In a third aspect of the present invention, there is provided, as embodiment 18, a tank mix formulation comprising a compound according to any one of embodiments 1-15.

In a fourth aspect, as embodiment 19, there is provided use of an agrochemical composition as described in embodiments 16-17 for controlling pests.

In a fifth aspect, according to embodiment 20, a method of controlling a pest comprising applying to said pest or to said pest habitat a composition according to embodiments 16-17. is provided.

In a sixth aspect, as embodiment 21, a method for producing an agrochemical composition according to embodiments 16-17, comprising: a biologically active ingredient and a compound according to any one of embodiments 1-15 A method is provided comprising the step of combining

In a seventh aspect there is provided, as embodiment 22, the use of a compound according to any one of embodiments 1-15 as an adjuvant in a composition according to embodiments 16-17. As used herein, the term "adjuvant" is a substance that may enhance the biological activity of an AI, but which itself is not significantly biologically active.

Accordingly, a compound according to any one of embodiments 1-15 may be combined with an active ingredient, preferably a pesticide, to form a composition, preferably an agrochemical composition. The invention also extends to a method of making such a composition, wherein said method comprises combining a compound according to any one of embodiments 1-15 with a biologically active ingredient and optionally a surfactant. the step of combining with an agent. The noun "pesticide" and the term "pesticide active ingredient" are used interchangeably herein and include herbicides, insecticides, nematicides, molluscicides, fungicides, fungicides, Plant growth regulators and safeners; preferably herbicides, insecticides and fungicides.

The following combinations of a compound according to any one of Embodiments 1 to 15 and an active ingredient are preferred (the abbreviation "TX" is "a compound selected from compounds according to any one of Embodiments 1 to 15 (meaning a compound of
1,1-bis(4-chlorophenyl)-2-ethoxyethanol (IUPAC name) (910) + TX, 2,4-dichlorophenylbenzenesulfonate (IUPAC/Chemical Abstracts name) (1059) + TX, 2-fluoro-N-methyl - N-1-cinnamaldehyde (IUPAC name) (1295) + TX, 4-chlorophenylphenylsulfone (IUPAC name) (981) + TX, abamectin (1) + TX, acequinosyl (3) + TX, acetoprol [CCN] + TX, acrinathrin (9) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, α-cypermethrin (202) + TX, amidithione (870) + TX, amidoflumet [CCN] + TX, amidothioate (872) + TX, amiton ( 875) + TX, amitone hydrogen oxalate (875) + TX, amitraz (24) + TX, aramite (881) + TX, arsenic trioxide (882) + TX, AVI382 (compound code) + TX, AZ60541 (compound code) + TX, azinphos-ethyl (44) + TX, azinphos-methyl (45) + TX, azobenzene (IUPAC name) (888) + TX, azocyclotin (46) + TX, azotoate (889) + TX, benomyl (62) + TX, benoxaphos (alternative name) [CCN] + TX , benzochimate (71) + TX, benzyl benzoate (IUPAC name) [CCN] + TX, bifenazate (74) + TX, bifenthrin (76) + TX, binapacryl (907) + TX, brofenvalerate (alternative name) + TX, bromocyclene (918 ) + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, bromopropylate (94) + TX, buprofezin (99) + TX, butocaboxime (103) + TX, butoxycarboxime (104) + TX, butylpyridaben ( alternative names) + TX, calcium polysulfate (IUPAC name) (111) + TX, camphechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbophenothion (947) + TX , CGA50'439 (development code) (125) + TX, quinomethionate (126) + TX, chlorbenside (959) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (9 64) + TX, chlorfenapyr (130) + TX, chlorphenetol (968) + TX, chlorfensone (970) + TX, chlorfensulfide (971) + TX, chlorfenbinphos (131) + TX, chlorobenzilate (975) + TX , chloromebform (977) + TX, chloromethyluron (978) + TX, chloropropylate (983) + TX, chlorpyrifos (145) + TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) + TX, cinerin I (696) + TX, cinerin II (696) + TX, cinerinth (696) + TX, clofentezine (158) + TX, closantel (alternative name) [CCN] + TX, coumaphos (174) + TX, crotamiton (alternative name) [CCN] + TX, crotoxyphos (1010) + TX , kuflaev (1013) + TX, cyanoate (1020) + TX, cyflumetofen (CAS Registry Number: 400882-07-7) + TX, cyhalothrin (196) + TX, cyhexatin (199) + TX, cypermethrin (201) + TX, DCPM (1032) +TX, DDT(219)+TX, Demefion(1037)+TX, Demefion-O(1037)+TX, Demefion-S(1037)+TX, Demeton(1038)+TX, Demeton-methyl(224)+TX, Demeton-O(1038) +TX, Demeton-O-methyl (224) + TX, Demeton-S (1038) + TX, Demeton-S-methyl (224) + TX, Demeton-S-methylsulfone (1039) + TX, Diafenthiuron (226) + TX, diarifos (1042) + TX, diazinon (227) + TX, diclofluanide (230) + TX, dichlorvos (236) + TX, diclifos (alternate name) + TX, dicofol (242) + TX, dicrotophos (243) + TX, dienochlor (1071) + TX , dimefox (1081) + TX, dimethoate (262) + TX, dinactin (alternative name) (653) + TX, jinex (1089) + TX, dinex diclexin (1089) + TX, dinobuton (269) + TX, dinocap (270) + TX, Dinocap-4 [CCN] + TX, Dinocap-6 [CCN] + TX, Dinoctone (1090) + TX, Dinopentone (1092) + TX, Dinosulfone (1097) + TX, Dinoterbone (1 098) + TX, dioxathion (1102) + TX, diphenylsulfone (IUPAC name) (1103) + TX, disulfiram (alternative name) [CCN] + TX, disulfotone (278) + TX, DNOC (282) + TX, dofenapine (1113) + TX, doramectin (alternative names) [CCN] + TX, endosulfan (294) + TX, endothion (1121) + TX, EPN (297) + TX, epilinomectin (alternative names) [CCN] + TX, ethione (309) + TX, ethoate methyl (1134) + TX , etoxazole (320) + TX, etrimphos (1142) + TX, fenazaflor (1147) + TX, fenazaquin (328) + TX, fenbutatin (330) oxide + TX, phenothiocarb (337) + TX, fenpropathrin (342) + TX, fenpyrad (alternative names ) + TX, fenpyroximate (345) + TX, fenson (1157) + TX, fentrifanil (1161) + TX, fenvalerate (349) + TX, fipronil (354) + TX, fluacrypyrim (360) + TX, fluazuron (1166) + TX, flubenzimine ( 1167) + TX, flucycloxuron (366) + TX, flucythrinate (367) + TX, fluenethyl (1169) + TX, flufenoxuron (370) + TX, flumethrin (372) + TX, fluorbenside (1174) + TX, fluvalinate ( 1184) + TX, FMC1137 (development code) (1185) + TX, formetanate (405) + TX, formethanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, γ-HCH (430) + TX, gliodin (1205) + TX, halfenprox (424) + TX, heptenophos (432) + TX, hexadecylcyclopropane carboxylate (IUPAC/Chemical Abstracts name) (1216) + TX, hexythiazox (441) + TX, iodomethane (IUPAC name) ) (542) + TX, isocarbophos (alternative name) (473) + TX, isopropyl O-(methoxyaminothiophosphoryl) salicylate (IUPAC name) (473) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin I (696) +TX, jasmolin II (696) +TX, Jodofenphos (1248) + TX, Lindane (430) + TX, Lufenuron (490) + TX, Malathion (492) + TX, Maronoben (1254) + TX, Mecarbam (502) + TX, Mefosforane (1261) + TX, Mesulfen (alternative name) [CCN] +TX, methacrifos (1266) + TX, methamidophos (527) + TX, methidathione (529) + TX, methiocarb (530) + TX, methomyl (531) + TX, methyl bromide (537) + TX, metolcarb (550) + TX, mevinfos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, monocrotophos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [ CCN] + TX, naled (567) + TX, NC-184 (compound code) + TX, NC-512 (compound code) + TX, niflulizide (1309) + TX, nikcomycin (alternative name) [CCN] + TX, nitriracarb (1313) + TX , nitriracarb 1:1 zinc chloride complex (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, omethoate (594) + TX, oxamyl (602) + TX, oxydeprofos (1324) + TX , oxydisulfotone (1325) + TX, pp'-DDT (219) + TX, parathion (615) + TX, permethrin (626) + TX, petroleum (alternative name) (628) + TX, fenkaptone (1330) + TX, phenthoate (631) + TX, folate (636) + TX, fosalone (637) + TX, phosphorane (1338) + TX, phosmet (638) + TX, phosphamidone (639) + TX, phoxime (642) + TX, pyrimiphos-methyl (652) + TX, polychloroterpenes ( Trivial Names) (1347) + TX, Polynactin (alternate names) (653) + TX, Proclonol (1350) + TX, Profenofos (662) + TX, Promacyl (1354) + TX, Propargite (671) + TX, Propetamphos (673) + TX, Propoxur (678) + TX, Protidathion (1360) + TX, Protoate (1362) + TX, Pyrethrin I (696) + TX, Pyrethrin II (696) + TX, pyrethrin (696) + TX, pyridaben (699) + TX, pyridafenthion (701) + TX, pyrimidifen (706) + TX, pyrimitate (1370) + TX, quinalphos (711) + TX, quinthiophos (1381) + TX, R-1492 (development code ) (1382) + TX, RA-17 (development code) (1383) + TX, Rotenone (722) + TX, Shuradan (1389) + TX, Cebufos (alternative name) + TX, Selamectin (alternative name) [CCN] + TX, SI-0009 (compound code) + TX, sofamid (1402) + TX, spirodiclofen (738) + TX, spiromesifen (739) + TX, SSI-121 (development code) (1404) + TX, sulfiram (alternative name) [CCN] + TX, sulfuramide (750) + TX, sulfotep (753) + TX, sulfur (754) + TX, SZI-121 (development code) (757) + TX, τ-fluvalinate (398) + TX, tebufenpyrad (763) + TX, TEPP (1417) + TX , tervam (alternative name) + TX, tetrachlorbinphos (777) + TX, tetradifone (786) + TX, tetranactin (alternative name) (653) + TX, tetrasul (1425) + TX, thiafenox (alternative name) + TX, thiocarboxime ( 1431) + TX, thiophanox (800) + TX, thiometone (801) + TX, thioquinox (1436) + TX, thuringiencin (alternative name) [CCN] + TX, triamiphos (1441) + TX, trialatin (1443) + TX, triazophos (820) +TX, triazuron (alternate name) +TX, trichlorfon (824) + TX, tripenophos (1455) + TX, thrinactin (alternative name) (653) + TX, vamidothione (847) + TX, vaniliprole [CCN] and YI-5302 (compound code) + TX acaricide selected from the group of substances consisting of
betoxazine [CCN] + TX, copper nioctanonate (IUPAC name) (170) + TX, copper sulfate (172) + TX, sibutrin [CCN] + TX, dichron (1052) + TX, dichlorophen (232) + TX, endothal (295) + TX , fentin (347) + TX, slaked lime [CCN] + TX, narvum (566) + TX, quinocramine (714) + TX, quinonamide (1379) + TX, simazine (730) + TX, triphenyltin acetate (IUPAC name) (347) and water Algicides selected from the group of substances consisting of triphenyltin oxide (IUPAC name) (347) + TX,
Abamectin (1) + TX, Culfomate (1011) + TX, Doramectin (alternative name) [CCN] + TX, Emamectin (291) + TX, Emamectin benzoate (291) + TX, Epirinomectin (alternative name) [CCN] + TX, Ivermectin (alternative name) name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, piperazine [CCN] + TX, selamectin (alternative name) [CCN] + TX, spinosad (737) and thiophanate an anthelmintic selected from the group of substances consisting of (1435)+TX;
a birdicide selected from the group of substances consisting of chloralose (127) + TX, endrin (1122) + TX, fenthion (346) + TX, pyridin-4-amine (IUPAC name) (23) and strychnine (745) + TX,
1-hydroxy-1H-pyridine-2-thione (IUPAC name) (1222) + TX, 4-(quinoxalin-2-ylamino)benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX , bronopol (97) + TX, copper nioctanonate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX, dichlorophen (232) + TX, dipyrithione (1105) + TX, dozitine (1112) + TX, phenaminosulf (1144) + TX, formaldehyde (404) + TX, hydralgafen (alternative name) [CCN] + TX, kasugamycin (483) + TX, kasugamycin hydrochloride hydrate (483) + TX, nickel bis ( dimethyldithiocarbamate) (IUPAC name) (1308) + TX, nitrapyrin (580) + TX, octhilinone (590) + TX, oxolinic acid (606) + TX, oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole ( 658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, teclofthalam (766) + TX and thiomersal (alternative name) [CCN] + TX.
Apple Cokakumon Hamaki (Adoxophyes orana) GV (alternative name) (12) + TX, Agrobacterium radiobacter (alternative name) (13) + TX, Amblyseius spp. (alternative name) ( 19) +TX, Anagrapha falcifera NPV (alternative name) (28) +TX, Anagras atomus (alternative name) (29) +TX, Aphelinus abdominalis (alternative name) (33) +TX, Aphidius colemani (alternative name) (34) + TX, Aphidoletes aphidimyza (alternative name) (35) + TX, Autographa californica NPV (alternative name) (38) + TX , Bacillus firmus (alternate name) (48) + TX, Bacillus sphaericus Neide (scientific name) (49) + TX, Bacillus thuringiensis Berliner (scientific name) (51) + TX, Bacillus thuringiensis subsp.aizawai (scientific name) (51) + TX, Bacillus thuringiensis subsp.israelensis (scientific name) (51) + TX, Bacillus thuringiensis (scientific name) (scientific name) (subsp.israelensis) 51) +TX, Bacillus thuringiensis subsp. kurstaki (scientific name) (51) +TX, Bacillus thuringiensis subsp. Alternate name) (53) + TX, Beauveria brongniartii (Alternative name) (54) + TX, Chrysope rla carnea (alternative name) (151) + TX, Cryptolaemus montrouzieri (alternative name) (178) + TX, Codling moth (Cydia pomonella) GV (alternative name) (191) + TX, Dacnusa sibirica ) (alternative name) (212) + TX, Diglyphus isaea (alternative name) (254) + TX, Encarsia formosa (scientific name) (293) + TX, Eretmocerus eremicus ( (alternative name) (300)+TX, Helicoverpa zea NPV (alternative name) (431)+TX, Heterorhabditis bacteriophora and H. H. megidis (alternative name) (433) + TX, Hippodamia convergens (alternative name) (442) + TX, Leptomastix dactylopii (alternative name) (488) + TX , Macrolophus caliginosus (alternative name) (491) + TX, Mamestra brassicae NPV (alternative name) (494) + TX, Metaphycus helvolus (alternative name) (522) + TX , Metarhizium anisopliae var. acridum (scientific name) (523) + TX, Metarhizium anisopliae var. anisopliae (scientific name) (523) + TX, Neodiprion V. sertifer N. lecontei NPV (alternative name) (575) + TX, Orius spp. (alternative name) (596) + TX, Paecilomyces fumosoroseus (alternative name) ) (613) + TX, Phytoseiulus persimilis (alternative name) (644) + TX, Spodoptera exigua multicapsid nuclear polyhedrosis virus (scientific name) (741) + TX, Steinernema bibionis (alternative name) Name) (742) + TX, Steinernema carpocapsae (alternative name) (742) + TX, Steinernema feltiae (alternative name) (742) + TX, Steinernemagraceli ( Steinernema glaseri (alternative name) (742) + TX, Steinernema riobrave (alternative name) (742) + TX, Steinernema riobravis (alternative name) (742) + TX, Steinernema riobravis (alternative name) (742) + TX, Steinernema spp. (alternative name) (742) + TX, Steinernema spp. (alternative name) (742) + TX, Trichogramma spp. (alternative name) (826) ) + TX, Typhlodromus occidentalis (alternative name) (844) and Verticillium lecanii (alternative name) (848) + TX organisms selected from the substance group consisting of agent,
a soil sterility agent selected from the group of substances consisting of iodomethane (IUPAC name) (542) and methyl bromide (537) + TX,
Afolate [CCN] + TX, Bisasil (alternative name) [CCN] + TX, Busulfan (alternative name) [CCN] + TX, Diflubenzuron (250) + TX, Dimatif (alternative name) [CCN] + TX, Hemer [CCN] + TX, Hempa [ CCN] + TX, metepa [CCN] + TX, methiotepa [CCN] + TX, methyl afolate [CCN] + TX, molgide [CCN] + TX, penflurone (alternative name) [CCN] + TX, tepa [CCN] + TX, thiohempa (alternative name ) a sterilizing agent selected from the group of substances consisting of [CCN]+TX, thiotepa (alternative name) [CCN]+TX, tretamine (alternative name) [CCN] and uredepa (alternative name) [CCN]+TX,
(E)-dec-5-en-1-ol (IUPAC name) with (E)-dec-5-en-1-yl acetate (222) + TX, (E)-trideca-4-en-1- yl acetate (IUPAC name) (829) + TX, (E)-6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E,Z)-tetradeca-4,10-diene-1 -yl acetate (IUPAC name) (779) + TX, (Z)-dodeca-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z)-hexadec-11-enal (IUPAC name) (436) ) + TX, (Z)-hexadec-11-en-1-yl acetate (IUPAC name) (437) + TX, (Z)-hexadec-13-en-11-yn-1-yl acetate (IUPAC name) (438 ) + TX, (Z)-Icos-13-en-10-one (IUPAC name) (448) + TX, (Z)-tetradeca-7-en-1-al (IUPAC name) (782) + TX, (Z) -tetradeca-9-en-1-ol (IUPAC name) (783) + TX, (Z)-tetradeca-9-en-1-yl acetate (IUPAC name) (784) + TX, (7E,9Z)-dodeca- 7,9-dien-1-yl acetate (IUPAC name) (283)+TX, (9Z,11E)-tetradeca-9,11-dien-1-yl acetate (IUPAC name) (780)+TX, (9Z,12E) )-tetradeca-9,12-dien-1-yl acetate (IUPAC name) (781) + TX, 14-methyloctadeca-1-ene (IUPAC name) (545) + TX, with 4-methylnonan-5-ol 4-methylnonan-5-one (IUPAC name) (544) + TX, α-multistriatin (alternative name) [CCN] + TX, brevicomin (alternative name) [CCN] + TX, codrelle (alternative name) [CCN] + TX, Codlemone (alternative name) (167)+TX, Cuerle (alternative name) (179)+TX, Disparure (277)+TX, Dodeca-8-en-1-yl acetate (IUPAC name) (286)+TX, Dodeca-9-ene -1-yl acetate (IUPAC name) (287) + TX, dodeca-8 + TX, 10-dien-1-yl acetate (IUPAC name) (284) + TX, dominicalua (alternative name) [CCN] + TX, ethyl 4-methylocta Noate (IUPAC name) (317)+ TX, Eugenol (alternative name) [CCN] + TX, Frontalin (alternative name) [CCN] + TX, Gossip Lua (alternative name) (420) + TX, Grandrua (421) + TX, Grandlua I (alternative name) (421) + TX , Grandlua II (alternative name) (421) + TX, Grandlua III (alternative name) (421) + TX, Grandlua IV (alternative name) (421) + TX, Hexalua [CCN] + TX, Ipsudienol (alternative name) [CCN]+TX, Ipsenol (alternative name) [CCN]+TX, Japonirua (alternative name) (481)+TX, Lineatin (alternative name) [CCN]+TX, Littleua (alternative name) [CCN]+TX, Looplua (alternative name) [CCN] + TX, medlua [CCN] + TX, mega tomoic acid (alternative name) [CCN] + TX, methyl eugenol (alternative name) (540) + TX, muscarua (563) + TX, octadeca-2,13-dien-1-yl Acetate (IUPAC name) (588) + TX, Octadeca-3,13-dien-1-yl acetate (IUPAC name) (589) + TX, Orfralua (alternative name) [CCN] + TX, Orictalua (alternative name) (317) + TX , ostramon (alternative name) [CCN] + TX, sigurua [CCN] + TX, sorzidin (alternative name) (736) + TX, sulcatol (alternative name) [CCN] + TX, tetradeca-11-en-1-yl acetate (IUPAC name ) (785) + TX, Trimed Lua (839) + TX, Trimed Lua A (alternative name) (839) + TX, Trimed Lua B1 (alternative name) (839) + TX, Trimed Lua B2 (alternative name) (839) + TX, Trimed Lua C (alternative name ) (839) and an insect pheromone selected from the group of substances consisting of trunk call (alternative name) [CCN] + TX,
2-(octylthio)-ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy (polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC name) (1046) + TX, dibutyl phthalate (1047) + TX , dibutyl succinate (IUPAC name) (1048) + TX, diethyltoluamide [CCN] + TX, dimethylcarbate [CCN] + TX, dimethyl phthalate [CCN] + TX, ethylhexanediol (1137) + TX, hexamide [CCN] + TX , methoquinbutyl (1276) + TX, methylneodecanamide [CCN] + TX, oxamate [CCN] and picaridin [CCN] + TX, an insect repellent selected from the group of substances,
1-dichloro-1-nitroethane (IUPAC/Chemical Abstracts name) (1058) +TX, 1,1-dichloro-2,2-bis(4-ethylphenyl)ethane (IUPAC name) (1056), +TX, 1,2 - dichloropropane (IUPAC/Chemical Abstracts name) (1062) + TX, 1,2-dichloropropane (IUPAC name) (1063) + TX with 1,3-dichloropropene, 1-bromo-2-chloroethane (IUPAC/Chemical Abstracts) name) (916) + TX, 2,2,2-trichloro-1-(3,4-dichlorophenyl)ethyl acetate (IUPAC name) (1451) + TX, 2,2-dichlorovinyl 2-ethylsulfinylethylmethyl phosphate ( IUPAC name) (1066) + TX, 2-(1,3-dithiolan-2-yl)phenyldimethylcarbamate (IUPAC/Chemical Abstracts name) (1109) + TX, 2-(2-butoxyethoxy)ethylthiocyanate (IUPAC/Chemical Abstracts name) (935) + TX, 2-(4,5-dimethyl-1,3-dioxolan-2-yl)phenyl methyl carbamate (IUPAC/Chemical Abstracts name) (1084) + TX, 2-(4-chloro-3 ,5-xylyloxy)ethanol (IUPAC name) (986) + TX, 2-chlorovinyldiethyl phosphate (IUPAC name) (984) + TX, 2-imidazolidone (IUPAC name) (1225) + TX, 2-isovalerylindane- 1,3-dione (IUPAC name) (1246) + TX, 2-methyl(prop-2-ynyl)aminophenylmethylcarbamate (IUPAC name) (1284) + TX, 2-thiocyanatoethyl laurate (IUPAC name) ( 1433) + TX, 3-bromo-1-chloroprop-1-ene (IUPAC name) (917) + TX, 3-methyl-1-phenylpyrazol-5-yldimethylcarbamate (IUPAC name) (1283) + TX, 4-methyl (Prop-2-ynyl)amino-3,5-xylylmethylcarbamate (IUPAC name) (1285) + TX, 5,5-dimethyl-3-oxocyclohex-1-enyldimethylcarbamate (IUPAC name) (1085) +TX, abamectin (1) + TX, acephate (2) + TX, acetamine Pride (4) + TX, Acethione (alternate name) [CCN] + TX, Acetoprol [CCN] + TX, Acrinathrin (9) + TX, Acrylonitrile (IUPAC name) (861) + TX, Alanicarb (15) + TX, Aldicarb (16) + TX , aldoxycarb (863) + TX, aldrin (864) + TX, allethrin (17) + TX, allosamidin (alternative name) [CCN] + TX, alixcarb (866) + TX, α-cypermethrin (202) + TX, α-ecdysone ( Alternative names) [CCN] + TX, magnesium phosphide (640) + TX, amidithione (870) + TX, amidothioate (872) + TX, aminocarb (873) + TX, amiton (875) + TX, hydrogen oxalate amiton (875) + TX , amitraz (24) + TX, anabasine (877) + TX, azidathione (883) + TX, AVI382 (compound code) + TX, AZ60541 (compound code) + TX, azadirachtin (alternative name) (41) + TX, azamethifos (42) + TX, azinphos - ethyl (44) + TX, azinphos-methyl (45) + TX, azotoate (889) + TX, Bacillus thuringiensis delta endotoxin (alternative name) (52) + TX, barium hexafluorosilicate (alternative name) [CCN] + TX, barium polysulfide (IUPAC/Chemical Abstracts name) (892) + TX, bartholin [CCN] + TX, Bayer 22/190 (development code) (893) + TX, Bayer 22408 (development code) (894) + TX, bendiocarb (58) +TX, benfuracarb (60) + TX, bensartap (66) + TX, β-cyfluthrin (194) + TX, β-cypermethrin (203) + TX, bifenthrin (76) + TX, bioarethrin (78) + TX, bioarethrin S-cyclopentenyl isomer (Alternative names) (79) + TX, bioethanomethrin [CCN] + TX, biopermethrin (908) + TX, bioresmethrin (80) + TX, bis(2-chloroethyl) ether (IUPAC name) (909) + TX, bistriflurone (83) ) + TX, sodium borate (86) + TX, brofenvalerate (alternative name) + TX, bromfenvinphos (914) + TX, bromocyclene (918) +TX, Bromo-DDT (alternate name) [CCN] + TX, Bromophos (920) + TX, Bromophos-ethyl (921) + TX, Bufencarb (924) + TX, Buprofezin (99) + TX, Butacarb (926) + TX, Butathiophos (927) +TX, butocaboxime (103) + TX, butonate (932) + TX, butoxycarboxime (104) + TX, butylpyridaben (alternative name) + TX, cassaphos (109) + TX, calcium arsenate [CCN] + TX, calcium cyanide ( 444) + TX, calcium polysulfate (IUPAC name) (111) + TX, camphechlor (941) + TX, carbanolate (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbon disulfide (IUPAC/Chemical Abstracts name) (945) + TX, carbon tetrachloride (IUPAC name) (946) + TX, carbophenothion (947) + TX, carbosulfan (119) + TX, cartap (123) + TX, cartap hydrochloride (123) + TX, sebadin (alternative names) (725) + TX, chlorbicyclene (960) + TX, chlordane (128) + TX, chlordecone (963) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorethoxyphos (129) ) + TX, chlorfenapyr (130) + TX, chlorfenbinphos (131) + TX, chlorfluazuron (132) + TX, chlormephos (136) + TX, chloroform [CCN] + TX, chlorpicrin (141) + TX, chlorphoxime (989) + TX , chlorprazophos (990) + TX, chlorpyrifos (145) + TX, chlorpyrifos-methyl (146) + TX, chlorthiophos (994) + TX,
Chromafenozide (150) + TX, Synerin I (696) + TX, Synerin II (696) + TX, Synerinth (696) + TX, cis-Resmethrin (alternative name) + TX, Cysmethrin (80) + TX, Crocitrin (alternative name) + TX, Cloetocarb (999) + TX, closantel (alternate name) [CCN] + TX, clothianidin (165) + TX, copper acetoarsenite [CCN] + TX, copper arsenate [CCN] + TX, copper oleate [CCN] + TX, coumaphos (174) ) + TX, cumitoate (1006) + TX, crotamiton (alternative name) [CCN] + TX, crotoxyphos (1010) + TX, clufmate (1011) + TX, cryolite (alternative name) (177) + TX, CS708 (development code) (1012 ) + TX, cyanofenphos (1019) + TX, cyanophos (184) + TX, cyanoate (1020) + TX, ciclethrin [CCN] + TX, cycloprothrin (188) + TX, cyfluthrin (193) + TX, cyhalothrin (196) + TX, cyhalothrin (196) + TX, permethrin (201) + TX, cyphenothrin (206) + TX, cyromazine (209) + TX, cythioate (alternative name) [CCN] + TX, d-limonene (alternative name) [CCN] + TX, d-tetramethrin (alternative name) (788 ) + TX, DAEP (1031) + TX, Dazomet (216) + TX, DDT (219) + TX, decarbofuran (1034) + TX, deltamethrin (223) + TX, Demefion (1037) + TX, Demefion-O (1037) + TX, Demefion- S(1037)+TX, demeton(1038)+TX, demeton-methyl(224)+TX, demeton-O(1038)+TX, demeton-O-methyl(224)+TX, demeton-S(1038)+TX, demeton-S- methyl (224) + TX, demeton-S-methylsulfone (1039) + TX, diafenthiuron (226) + TX, diarifos (1042) + TX, diamidaphos (1044) + TX, diazinon (227) + TX, dicaptone (1050) + TX, dichlorophenthion (1051) + TX, dichlorvos (236) + TX, diclifos (alternative name) + TX, dicresyl (alternative name) [CCN] + TX, dicrotophos (243) + TX, dicyclanil (244) + TX, dieldrin (1070) + TX, diethyl 5 - methyl pyrazo Ru-3-yl phosphate (IUPAC name) (1076) + TX, Diflubenzuron (250) + TX, Dirole (alternative name) [CCN] + TX, Dimefluthrin [CCN] + TX, Dimefox (1081) + TX, Dimethane (1085) + TX, dimethoate (262) + TX, dimethrin (1083) + TX, dimethylvinphos (265) + TX, dimethylane (1086) + TX, jinex (1089) + TX, jinex diclexin (1089) + TX, dinoprop (1093) + TX, dinosum (1094) ) + TX, dinoseb (1095) + TX, dinotefuran (271) + TX, diphenolane (1099) + TX, dioxabenzophos (1100) + TX, dioxacarb (1101) + TX, dioxathion (1102) + TX, disulfotone (278) + TX, dicyclophos ( 1108) + TX, DNOC (282) + TX, doramectin (alternative name) [CCN] + TX, DSP (1115) + TX, ecdysterone (alternative name) [CCN] + TX, EI1642 (development code) (1118) + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, EMPC (1120) + TX, empentrin (292) + TX, endosulfan (294) + TX, endothion (1121) + TX, endrin (1122) + TX, EPBP (1123) + TX, EPN (297) ) + TX, epofenonane (1124) + TX, epilinomectin (alternative name) [CCN] + TX, esfenvalerate (302) + TX, etahphos (alternative name) [CCN] + TX, ethiofencarb (308) + TX, ethione (309) + TX, ethiprole (310) + TX, ethoate methyl (1134) + TX, etoprophos (312) + TX, ethyl formate (IUPAC name) [CCN] + TX, ethyl-DDD (alternative name) (1056) + TX, ethylene dibromide (316) + TX, Dichloroethane (chemical name) (1136) + TX, ethylene oxide [CCN] + TX, etofenprox (319) + TX, etrimphos (1142) + TX, EXD (1143) + TX, fanfar (323) + TX, fenamiphos (326) + TX, fenazaflor (1147) + TX, fenchlorphos (1148) + TX, fenetacarb (1149) + TX, fenfluthrin (1150) + TX, phenyto Rothion (335) + TX, Fenobucarb (336) + TX, Fenoxacrim (1153) + TX, Fenoxycarb (340) + TX, Fenpyritrine (1155) + TX, Fenpropathrin (342) + TX, Fenpyrad (alternative name) + TX, fensulfothion (1158) + TX, fenthion (346) + TX, fenthion-ethyl [CCN] + TX, fenvalerate (349) + TX, fipronil (354) + TX, flonicamid (358) + TX, flubendiamide (CAS Registry Number: 272451-65- 7) + TX, flucofuron (1168) + TX, flucycloxuron (366) + TX, flucythrinate (367) + TX, fluenethyl (1169) + TX, flufenerim [CCN] + TX, flufenoxuron (370) + TX, flufenprox (1171) + TX, flumethrin (372) + TX, fluvalinate (1184) + TX, FMC1137 (development code) (1185) + TX, phonophos (1191) + TX, formethanate (405) + TX, formethanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, fosmethylane (1194) + TX, hospirate (1195) + TX, fosthiazate (408) + TX, fosthietane (1196) + TX, furatiocarb (412) + TX, fletrin (1200) + TX, γ-cyhalothrin (197) + TX, γ-HCH (430) + TX, guazatine (422) + TX, guazatine acetate (422) + TX, GY-81 (development code) (423) + TX, halfenprox (424) + TX, halofenozide (425) + TX, HCH (430) + TX, HEOD (1070) + TX, heptachlor (1211) + TX, heptenophos (432) + TX, heterophos [CCN] + TX, hexaflumuron (439) + TX, HHDN (864) + TX, hydramethylnone (443) + TX, hydrogen cyanide (444) + TX, hydroprene (445) + TX, hikincarb (1223) + TX, imidacloprid (458) + TX, imiprothrin (460) + TX, indoxacarb (465) + TX, iodomethane (IUPAC name ) (542) + TX, IPSP (1229) + TX, isazophos (1231) + TX, isobenzane (12 32) + TX, isocarbophos (alternate name) (473) + TX, isodrine (1235) + TX, isofenphos (1236) + TX, isolane (1237) + TX, isoprocarb (472) + TX, isopropyl O-(methoxyaminothiophosphoryl) salicylate (IUPAC) name) (473) + TX, isoprothiolane (474) + TX, isothioate (1244) + TX, isoxathion (480) + TX, ivermectin (alternative name) [CCN] + TX, jasmolin I (696) + TX, jasmolin II (696) + TX, jodofenfos (1248)+TX, larval hormone I (alternative name) [CCN]+TX, larval hormone II (alternative name) [CCN]+TX, larval hormone III (alternative name) [CCN]+TX, kereban (1249)+TX, kinoprene (484) ) + TX, lambda-cyhalothrin (198) + TX, lead arsenate [CCN] + TX, lepimectin (CCN) + TX, leptophos (1250) + TX, lindane (430) + TX, lilimphos (1251) + TX, lufenuron (490) + TX, litidathion ( 1253) + TX, m-cumenyl methyl carbamate (IUPAC name) (1014) + TX, magnesium phosphide (IUPAC name) (640) + TX, malathion (492) + TX, maronoben (1254) + TX, majidox (1255) + TX, mecarbam (502) + TX, mecalfon (1258) + TX, menazone (1260) + TX, mephosphorane (1261) + TX, mercurous chloride (513) + TX, mesulfenphos (1263) + TX, metaflumizone (CCN) + TX, metam (519) + TX, Metam-potassium (alternative names) (519) + TX, Metam-sodium (519) + TX, Methacrifos (1266) + TX, Methamidophos (527) + TX, Methanesulfonyl fluoride (IUPAC/Chemical Abstracts name) (1268) + TX, Methidathione ( 529) + TX, methiocarb (530) + TX, metocrotophos (1273) + TX, methomyl (531) + TX, methoprene (532) + TX, methoquinbutyl (1276) + TX, methotrin (alternative name) (533) + TX, methoxychlor (534) + TX, methoxyfenozide (535) + TX,
Methyl bromide (537) + TX, Methyl isothiocyanate (543) + TX, Methyl chloroform (alternative name) [CCN] + TX, Methylene chloride [CCN] + TX, Metofluthrin [CCN] + TX, Metolcarb (550) + TX, Methoxadiazon (1288) +TX, mevinphos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipafox (1293) + TX, mirex (1294) + TX, monocrotophos (561) + TX, Morphothione (1300) + TX, moxidectin (alternative name) [CCN] + TX, naphthalophos (alternative name) [CCN] + TX, naled (567) + TX, naphthalene (IUPAC/Chemical Abstracts name) (1303) + TX, NC-170 (development Code) (1306) + TX, NC-184 (Compound Code) + TX, Nicotine (578) + TX, Nicotine Sulfate (578) + TX, Nifluridide (1309) + TX, Nitenpyram (579) + TX, Nitiazine (1311) + TX, Nitrilacarb ( 1313) + TX, Nitrilacarb 1:1 zinc chloride complex (1313) + TX, NNI-0101 (compound code) + TX, NNI-0250 (compound code) + TX, nornicotine (common name) (1319) + TX, Novaluron (585) + TX, Noviflumuron (586) + TX, O-5-dichloro-4-iodophenyl O-ethylethylphosphonothioate (IUPAC name) (1057) + TX, O,O-diethyl O-4-methyl-2-oxo-2H-chromene -7-ylphosphorothionate (IUPAC name) (1074) + TX, O,O-diethyl O-6-methyl-2-propylpyrimidin-4-ylphosphorothionate (IUPAC name) (1075) + TX, O , O,O′,O′-tetrapropyldithiopyrophosphate (IUPAC name) (1424) + TX, oleic acid (IUPAC name) (593) + TX, omethoate (594) + TX, oxamyl (602) + TX, oxydemetone-methyl ( 609) + TX, oxydeprophos (1324) + TX, oxydisulfotone (1325) + TX, pp'-DDT (219) + TX, para-dichlorobenzene [CCN] + TX, parathion (615) + TX, parathion-methyl (616) + TX , Penfluron (alternative name) [CCN] + TX, Pentachlorophenol (623) + TX, Pentachlorophenyl laurate (IUPAC name) (623) + TX, Permethrin (626) + TX, Petroleum (alternative name) (628) + TX, PH60-38 (Development code) (1328) + TX, fenkaptone (1330) + TX, phenothrin (630) + TX, phenthoate (631) + TX, folate (636) + TX, fosarone (637) + TX, phosphorane (1338) + TX, phosmet (638) +TX, fosnicrol (1339) + TX, phosphamidone (639) + TX, phosphine (IUPAC name) (640) + TX, phoxime (642) + TX, phoxime-methyl (1340) + TX, pyrimetaphos (1344) + TX, pirimicarb (651) + TX, pyrimiphos-ethyl (1345) + TX, pyrimiphos-methyl (652) + TX, polychlorodicyclopentadiene isomer (IUPAC name) (1346) + TX, polychloroterpene (customary name) (1347) + TX, potassium arsenite [CCN] +TX, potassium thiocyanate [CCN] + TX, prallethrin (655) + TX, plecocene I (alternative name) [CCN] + TX, plecocene II (alternative name) [CCN] + TX, plecocene III (alternative name) [CCN] + TX, primidofos ( 1349) + TX, Profenofos (662) + TX, Profluthrin [CCN] + TX, Promasyl (1354) + TX, Promecarb (1355) + TX, Propafos (1356) + TX, Propetamphos (673) + TX, Propoxur (678) + TX, Protidathion (1360) +TX, prothiophos (686) + TX, protoate (1362) + TX, protrifenbut [CCN] + TX, pymetrozine (688) + TX, pyraclofos (689) + TX, pyrazophos (693) + TX, pyrethmethrin (1367) + TX, pyrethrin I ( 696) + TX, pyrethrin II (696) + TX, pyrethrin (696) + TX, pyridaben (699) + TX, pyridalyl (700) + TX, pyridafenthion (701) + TX, pyrimidifen (706) + TX, pyrimitate (1370) + TX, pyriproxyfen (708) + TX, cassia (alternative name) [CCN] + TX, quinalphos (711) + TX, quinalphos-methyl (1376) + TX , quinothion (1380) + TX, quinthiophos (1381) + TX, R-1492 (development code) (1382) + TX, laphoxanide (alternative name) [CCN] + TX, resmethrin (719) + TX, rotenone (722) + TX, RU15525 (development code) (723) + TX, RU25475 (development code) (1386) + TX, Riania (alternative name) (1387) + TX, Ryanodine (customary name) (1387) + TX, Sabadzilla (alternative name) (725) + TX, Shuradan (1389) ) + TX, Cebufos (alternative name) + TX, Selamectin (alternative name) [CCN] + TX, SI-0009 (compound code) + TX, SI-0205 (compound code) + TX, SI-0404 (compound code) + TX, SI-0405 (Compound code) + TX, silafluofen (728) + TX, SN72129 (development code) (1397) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoride (IUPAC / Chemical Abstracts name) ( 1399) + TX, sodium hexafluorosilicate (1400) + TX, pentachlorophenoxide sodium salt (623) + TX, sodium selenate (IUPAC name) (1401) + TX, sodium thiocyanate [CCN] + TX, sofamid (1402) + TX, spinosad (737) + TX, spiromesifen (739) + TX, spirotetramat (CCN) + TX, sulcofuron (746) + TX, sulcofuron-sodium (746) + TX, sulfuramide (750) + TX, sulfotep (753) + TX, sulfurylfluor compound (756) + TX, sulprofos (1408) + TX, tar oil (alternative name) (758) + TX, τ-fluvalinate (398) + TX, thionazine (1412) + TX, TDE (1414) + TX, tebufenozide (762) + TX, tebufenpyrad (763) + TX, tebupilimphos (764) + TX, teflubenzuron (768) + TX, tefluthrin (769) + TX, temephos (770) + TX, TEPP (1417) + TX, terarethrin (1418) + TX, tervam (alternate name) + TX, terbufos (773) + TX, tetrachloroethane [CCN] + TX, tetrachlorbinphos (777) + TX, tetramethrin (787) + TX, θ-cypermethrin (204) + TX, thiacloprid (791) + TX, thiafenox (alternate name) + TX, thiamethoxam (792) + TX, cyclophos (1428) + TX, thiocarboxime (1431) + TX, thiocyclam (798) + TX, thiocyclam hydrogen oxalate (798) + TX, thiodicarb (799) ) + TX, thiophanox (800) + TX, thiometone (801) + TX, thionadin (1434) + TX, thiosultap (803) + TX, thiosultap-sodium (803) + TX, thuringiencin (alternative name) [CCN] + TX, tolfenpyrad (809 ) + TX, tralomethrin (812) + TX, transfluthrin (813) + TX, transpermethrin (1440) + TX, triamiphos (1441) + TX, triazamate (818) + TX, triazophos (820) + TX, triazuron (alternative name) + TX , trichlorfon (824) + TX, trichlormetaphos-3 (alternative name) [CCN] + TX, trichloronato (1452) + TX, tripenophos (1455) + TX, triflumuron (835) + TX, trimetacarb (840) + TX, triprene (1459) + TX, vamidothione (847) + TX, vaniliprole [CCN] + TX, veratridine (alternative name) (725) + TX, veratrine (alternative name) (725) + TX, XMC (853) + TX, xylylcarb (854) + TX, YI-5302 ( compound code) + TX, zeta-cypermethrin (205) + TX, zeta methrin (alternate name) + TX, zinc phosphide (640) + TX, zolaprofos (1469) and ZXI8901 (development code) (858) + TX, cyantraniliprole [736994 -63-19 + TX, chlorantraniliprole [500008-45-7] + TX, cyenopyrafen [560121-52-0] + TX, cyflumetofen [400882-07-7] + TX, pyrifluquinazone [337458-27-2] + TX, spinetoram [187166-40-1 + 187166-15-0] + TX, spirotetramato [203313-25-1] + TX, sulfoxaflor [946578-00-3] + TX, flufiprole [704886-18-0] + TX, meperfluthrin [915288 -13-0] + TX, tetramethylfluthrin [84937-88-2] + TX, triflumezopyrine an insecticide selected from the group of substances consisting of +TX (disclosed in WO2012/092115);
Bis(tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, chloetocarb (999) + TX, copper acetoarsenite [CCN] + TX, copper sulfate (172) + TX , fetin (347) + TX, ferric phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, nicrosamide (576) + TX, nicrosamide olamine (576) + TX, pentachlorophenol (623) + TX, pentachlorophenoxide sodium salt (623) + TX, thionazine (1412) + TX, thiodicarb (799) + TX, tributyltin oxide (913) + TX, triphenmorph (1454) + TX, trimetacarb (840) + TX , triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX, pyriprole [394730-71-3] + TX. ,
AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC/Chemical Abstracts name) (1045) + TX, 1,2-dichloropropane (IUPAC/Chemical Abstracts name) (1062) + TX, 1, 1,3-dichloropropene (IUPAC name) (1063) + TX, 1,3-dichloropropene (233) + TX, 3,4-dichlorotetrahydrothiophene 1,1-dioxide (IUPAC/Chemical Abstracts name) with 2-dichloropropane ) (1065) + TX, 3-(4-chlorophenyl)-5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo-1,3,5-thiadiadin-3-ylacetic acid (IUPAC name) (1286) + TX, 6-Isopentenylaminopurine (alternate name) (210) + TX, Abamectin (1) + TX, Acetoprol [CCN] + TX, Alanicarb (15) + TX, Aldicarb (16) + TX, Aldoxycarb (863) ) + TX, AZ60541 (compound code) + TX, benclotiaz [CCN] + TX, benomyl (62) + TX, butylpyridaben (alternative name) + TX, cassafos (109) + TX, carbofuran (118) + TX, carbon disulfide (945) + TX, carbosulphan (119) + TX, chlorpicrin (141) + TX, chlorpyrifos (145) + TX, cloetocarb (999) + TX, cytokinin (alternative name) (210) + TX, dazomet (216) + TX, DBCP (1045) + TX, DCIP ( 218) + TX, diamidaphos (1044) + TX, dichlorophenthion (1051) + TX, dicrifos (alternative name) + TX, dimethoate (262) + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, Epirinomectin (alternate name) [CCN] + TX, Ethprofos (312) + TX, Ethylene dibromide (316) + TX, Fenamiphos (326) + TX, Fenpyrad (alternative name) + TX, Fensulfothion (1158) + TX, Fosthiazate ( 408) + TX, fosthiethane (1196) + TX, lufural (alternative name) [CCN] + TX, GY-81 (development code) (423) + TX, heterophos [CCN] + TX, iodomethane ( IUPAC name) (542) + TX, isamidophos (1230) + TX, isazophos (1231) + TX, ivermectin (alternative name) [CCN] + TX, kinetin (alternative name) (210) + TX, mecalfon (1258) + TX, metam (519) +TX, metampotassium (alternative name) (519) +TX, metamsodium (519) +TX, methyl bromide (537) +TX, methyl isothiocyanate (543) +TX, milbemycin oxime (alternative name) [CCN] +TX, moxidectin (alternative Name) [CCN] + TX, Myrothecium verrucaria composition (alternative name) (565) + TX, NC-184 (compound code) + TX, oxamyl (602) + TX, folate (636) + TX, phosphamidone ( 639) + TX, phosphocarb [CCN] + TX, Cebufos (alternative name) + TX, Selamectin (alternative name) [CCN] + TX, Spinosad (737) + TX, Terbum (alternative name) + TX, Terbufos (773) + TX, Tetrachlorothiophene ( IUPAC/Chemical Abstracts name) (1422) + TX, thiafenox (alternative name) + TX, thionaazine (1434) + TX, triazophos (820) + TX, triazuron (alternative name) + TX, xylenols [CCN] + TX, YI-5302 (compound code) and zeatin (alternative name) (210) + TX, fluenesulfone [318290-98-1] + TX nematicides selected from the group of substances,
a nitrification inhibitor selected from the group of substances consisting of potassium ethylxanthate [CCN] and nitrapyrin (580) + TX,
A plant activator selected from the group of substances consisting of acibenzolar (6) + TX, acibenzolar-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alternative name) (720) + TX ,
2-(2-butoxyethoxy)ethylpiperonilate (IUPAC name) (934) + TX, 5-(1,3-benzodioxol-5-yl)-3-hexylcyclohex-2-enone (IUPAC name ) (903) + TX, farnesol + nerolidol (alternative name) (324) + TX, MB-599 (development code) (498) + TX, MGK 264 (development code) (296) + TX, piperonyl butoxide (649) + TX, piperotal ( 1343) + TX, propyl isomer (1358) + TX, S421 (development code) (724) + TX, sesamex (1393) + TX, sesamolin (1394) and sulfoxide (1406) + TX synergist selected from the group of substances, and azaconazole (60207-31-0] + TX, bitertanol [70585-36-3] + TX, bromconazole [116255-48-2] + TX, cyproconazole [94361-06-5] + TX, difenoconazole [119446-68 -3] + TX, diniconazole [83657-24-3] + TX, epoxiconazole [106325-08-0] + TX, fenbuconazole [114369-43-6] + TX, fluquinconazole [136426-54-5] + TX , flusilazole [85509-19-9] + TX, flutriafol [76674-21-0] + TX, hexaconazole [79983-71-4] + TX, imazalil [35554-44-0] + TX, imibenconazole [86598 -92-7] + TX, ipconazole [125225-28-7] + TX, metconazole [125116-23-6] + TX, microbutanil [88671-89-0] + TX, pefurazoate [101903-30-4] + TX, penconazole [66246 -88-6] + TX, prothioconazole [178928-70-6] + TX, pirifenox [88283-41-4] + TX, prochloraz [67747-09-5] + TX, propiconazole [60207-90-1 ] + TX, simeconazole [149508-90-7] + TX, tebuconazole [107534-96-3] + TX, tetraconazole [112281-77-3] + TX, triadimefon [43121-43-3] + TX, triadimenol [55219 -65-3]+TX, triflumizole [99387-89 -0] + TX, triticonazole [131983-72-7] + TX, ancidol [12771-68-5] + TX, fenarimol [60168-88-9] + TX, nuarimol [63284-71-9] + TX, bupirimate [41483-43-6] + TX, Dimethylmol [5221-53-4] + TX, Ethymol [23947-60-6] + TX, Dodemorph [1593-77-7] + TX, Fenpropidin [67306-00-7] + TX , fenpropimorph [67564-91-4] + TX, spiroxamine [118134-30-8] + TX, tridemorph [81412-43-3] + TX, cyprodinil [121552-61-2] + TX, mepanipyrim [110235-47-7 ] + TX, pyrimethanil [53112-28-0] + TX, fenpicronil [74738-17-3] + TX, fludioxonil [131341-86-1] + TX, benalaxyl [71626-11-4] + TX, furalaxyl [57646-30-7 ] + TX, metalaxyl [57837-19-1] + TX, R-metalaxyl [70630-17-0] + TX, ofrace [58810-48-3] + TX, oxadixyl [77732-09-3] + TX, benomyl [17804- 35-2] + TX, carbendazim [10605-21-7] + TX, devacarb [62732-91-6] + TX, fuberidazole [3878-19-1] + TX, thiabendazole [148-79-8] + TX, clozolinate [84332 -86-5] + TX, diclozoline [24201-58-9] + TX, iprodione [36734-19-7] + TX, microzoline [54864-61-8] + TX, procymidone [32809-16-8] + TX, vinclozoline [50471 -44-8] + TX, boscalid [188425-85-6] + TX, carboxin [5234-68-4] + TX, fenfram [24691-80-3] + TX, flutolanil [66332-96-5] + TX, mepronil [ 55814-41-0] + TX, oxycarboxin [5259-88-1] + TX, penthiopyrad [183675-82-3] + TX, thifluzamide [130000-40-7] + TX, guazatin [108173-90-6] + TX, Dodine [2439-10-3] [112-65-2] (free base) + TX, iminoctadine [13516-27-3] + TX, azoxystrobin [131860-33-8] + TX, dimoxystrobin [149961-52-4] + TX, enestrobrin {Proc. BCPC, Int. Congr. , Glasgow, 2003, 1, 93} + TX, Fluoxastrobin [361377-29-9] + TX, Cresoxime-methyl [143390-89-0] + TX, Metominostrobin [133408-50-1] + TX, Trifloxy strobin [141517-21-7] + TX, oryzastrobin [248593-16-0] + TX, picoxystrobin [117428-22-5] + TX, pyraclostrobin [175013-18-0] + TX, ferbum [ 14484-64-1] + TX, mancozeb [8018-01-7] + TX, maneb [12427-38-2] + TX, metiram [9006-42-2] + TX, propineb [12071-83-9] + TX, thiram [ 137-26-8] + TX, zineb [12122-67-7] + TX, ziram [137-30-4] + TX, captafol [2425-06-1] + TX, captan [133-06-2] + TX, diclofluani de [1085-98-9] + TX, fluoroimide [41205-21-4] + TX, Folpet [133-07-3] + TX, tolylfluanid [731-27-1] + TX, Bordeaux liquid [8011-63-0 ] + TX, copper (II) hydroxide [20427-59-2] + TX, copper chloride [1332-40-7] + TX, copper sulfate [7758-98-7] + TX, copper (II) oxide [1317-39- 1] + TX, manncopper [53988-93-5] + TX, oxine copper [10380-28-6] + TX, dinocap [131-72-6] + TX, nitrotal isopropyl [10552-74-6] + TX, edifen phos [17109-49-8] + TX, iprobenfos [26087-47-8] + TX, isoprothiolane [50512-35-1] + TX, phosdifen [36519-00-3] + TX, pyrazophos [13457-18-6] + TX, turquophos-methyl [57018-04-9] + TX, acibenzolar-S-methyl [135158-54-2] + TX, anilazine [101-05-3] + TX, benthiavalicarb [413615-35-7] + TX, blast Cydin-S [2079-00-7] + TX, Thinomethionate [2439-01-2] + TX, Chloroneb [2675-77-6] + TX, Chlorothalonil [1897-45-6] + TX, Cyflufenamide [180409- 60-3] + TX, cymoxanil [57966-95-7] + TX, diclone [117-80-6] + TX, diclocimet [139920-32-4] + TX, diclomedine [62865-36-5] + TX, dichlorane [99- 30-9] + TX, diethofencarb [87130-20-9] + TX, dimethomorph [110488-70-5] + TX, SYP-LI90 (fullmorph) [211867-47-9] + TX, dithianone [3347-22-6] + TX , Ethaboxam [162650-77-3] + TX, Etridiazole [2593-15-9] + TX, Famoxadone [131807-57-3] + TX, Fenamidone [161326-34-7] + TX, Fenoxanyl [115852-48-7] +TX, fetin [668-34-8] + TX, ferimzone [89269-64-7] + TX, fluazinam [79622-59-6] + TX, fluopicolide [239110-15-7] + TX, flusulfamide [106917-52-6] + TX, fenhexamide [126833-17-8] + TX, fosetyl-aluminum [39148-24-8] + TX, hymexazole [10004-44-1] + TX, iprovalicarb [140923-17-7] + TX, IKF-916 ( Cyazofamide) [120116-88-3] + TX, kasugamycin [6980-18-3] + TX, metasulfocarb [66952-49-6] + TX, metrafenone [220899-03-6] + TX, pencycuron [66063-05-6 ] + TX, phthalide [27355-22-2] + TX, polyoxin [11113-80-7] + TX, probenazole [27605-76-1] + TX, propamocarb [25606-41-1] + TX, proquinazide [189278-12-4 ] + TX, pyroquilon [57369-32-1] + TX, quinoxifene [124495-18-7] + TX, quintozene [82-68-8] + TX, sulfur [7704-34-9] + TX, thiazinyl [223580-51-6 ] + TX, triazoxide [72459-58-6] + TX, tricyclazole [41814-78-2] + TX, trifoline [26644-46-2] + TX, validamycin [37248-47-8] + TX, zoxamide (RH7281) [156052- 68-5] + T X, mandipropamide [374726-62-2] + TX, isopyrazam [881685-58-1] + TX, sedaxane [874967-67-6] + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ( 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide (disclosed in WO 2007/048556) + TX, 3-difluoromethyl- 1-methyl-1H-pyrazole-4-carboxylic acid (3′,4′,5′-trifluoro-biphenyl-2-yl)-amide (disclosed in WO 2006/087343) + TX, [ (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(cyclopropylcarbonyl)oxy]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro -6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H naphtho[2,1-b]pyrano[3,4-e]pyran-4- yl]methyl-cyclopropanecarboxylate [915972-17-7] + TX, benzovindiflupyr (solatenol) + TX, pydiflumetofen (adepidine) + TX and 1,3,5-trimethyl-N-(2-methyl- 1-oxopropyl)-N-[3-(2-methylpropyl)-4-[2,2,2-trifluoro-1-methoxy-1-(trifluoromethyl)ethyl]phenyl]-1H-pyrazole- A biologically active ingredient selected from the group consisting of 4-carboxamide [926914-55-8] + TX.

References in parentheses following an active ingredient, eg, [3878-19-1], refer to the Chemical Abstracts Registry number. The above mixing partners are known. The active ingredient is "The Pesticide Manual" [The Pesticide Manual-A World Compendium; Thirteenth Edition; Editor: C.I. D. S. Tomlin; The British Crop Protection Council], which are described therein under the item number indicated in parentheses above for the particular compound herein; For example, the compound "abamectin" is described under item number (1). Where "[CCN]" is appended for a particular compound listed above, the compound of interest is [A. Wood; Compendium of Pesticide Common Names, Copyright 1995-2004] in the "Compendium of Pesticide Common Names" accessible via the Internet; http://www. alanwood. net/pesticides/acetoprole. described in html.

In the above specification, most of the above active ingredients are referred to by using the so-called "trivia", related "ISO trivia" or other "trivia" in each instance. When not a designation by "common name", the nature of the designation used in its place is set forth in parentheses for the particular compound; Where a "customary name", "compound name" or "development code" is used, or where neither of these designations or a "customary name" is used, an "alternative name" is employed. "CAS Registry Number" means a Chemical Abstracts Registry number.

Suitable herbicides in the compositions according to embodiments 16-17 include pinoxaden, bicyclopyrone, mesotrione, fomesafen, tralcoxydim, napropamide, amitraz, propanil, pyrimethanil, dichlorane, technazen, turquophosmethyl, framprop M, 2,4-D, MCPA, mecoprop, clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, haloxyfop, quizalofop-P, indol-3-ylacetic acid, 1-naphthylacetic acid, isoxaben, tebutam, chlorthal dimethyl, benomyl, benfuresate, dicamba, dichlobenil, benazoline, triazoxide, fluazuron, teflubenzuron, fenmedifam, acetochlor, alachlor, metolachlor, pretilachlor, thenylchlor, alloxydim, butroxydim, clethodim, cyclodim, sethoxydim, tepraloxydim, pendimethalin, dinoterb , bifenox, oxyfluorfen, acifluorfen, fluazifop, S-metolachlor, glyphosate, glufosinate, paraquat, dicort, fluoroglycofen ethyl, bromoxynil, ioxynil, imazamethabenz-methyl, imazapyr, imazaquin, imazethapyr, imazapic, imazamox, flumioxazine , flumicrolac-pentyl, picloram, amodosulfuron, chlorsulfuron, nicosulfuron, rimsulfuron, triasulfuron, triarate, pebrate, prosulfocarb, molinate, atrazine, simazine, cyanazine, ametrine, prometryn, terbuthylazine, terbutryn, surcoto Rion, isoproturon, linuron, phenuron, chlorotoluron, methoxyuron, iodosulfuron, mesosulfuron, difluhenican, flufenacet, fluroxypyr, aminopyralid, pyroxysulam, XDE-848 Rinskor and halauxifen-methyl.

Suitable plant growth regulators in compositions according to embodiments 16-17 include paclobutrazol and 1-methylcyclopropene.

Suitable safeners in the compositions according to embodiments 16-17 include benoxacol, cloquintocet-mexyl, siometrinil, dichlormide, fenchlorazole-ethyl, fenchlorim, flurazole, fluxofenim, mefenpyr-diethyl, MG- 191, naphthalic anhydride and oxabetrinyl.

Particular pesticidally active ingredients in the compositions according to embodiments 16-17 are nicosulfuron, fomesafen, mesotrione, pinoxaden, cyantraniliprole, isopyrazam, epoxiconazole, pydiflumetofen and benzovindiflupyr. .

Various editions of The Pesticide Manual (British Crop Production Council, especially the 17th Edition) also disclose details of pesticides, any of which may be suitable for use in the compositions according to embodiments 16-17.

Generally, any biologically active ingredient will be present in the agrochemical composition at a concentration of about 0.000001% to about 90% w/w; preferably about 0.001% to about 90% w/w. be.

The pesticidal composition of the present invention may be in the form of a ready-to-use formulation or in the form of a suitable concentrated form for further dilution by the end user, the pesticides and compounds according to any one of embodiments 1-15. will be adjusted accordingly. In concentrated form, the compositions of the present invention typically contain 5-90% w/w of the pesticide, more preferably 5-75% w/w, even more preferably 10-50% w/w of the total composition. /w. The ready-to-use compositions of the present invention typically contain pesticides from 0.000001% to 1% w/w of the total composition, more preferably from 0.000001% to 0.5% w/w and even More preferably it will contain from 0.001% to 0.1% w/w.

Typically, the particular individual compound according to any one of embodiments 1-15 is present at a concentration of about 0.0005% to about 90% w/w of the total composition; It will have a concentration of 0.05% to about 90% w/w. When in concentrated form, the compositions of the invention typically comprise 1% to 80% w/w, preferably 5% of the total composition of a compound according to any one of embodiments 1-15. It contains ~60% w/w, more preferably 5% w/w to 40% w/w and even more preferably 5% w/w to 20% w/w.

The ready-to-use compositions of the present invention typically comprise from about 0.01% to about 2% w/w of the total composition of a compound according to any one of embodiments 1-15, even more so. It preferably comprises from about 0.05% to about 1% w/w of the total composition. Certain individual compounds according to any one of embodiments 1-15 may be present with blends of other compounds according to any one of embodiments 1-15 due to the varying values of n. If so, these concentration ranges for individual compounds can be modified such that the lower bound is reduced by a factor of 10 and the upper bound by a factor of 2.

Suitably, in the compositions of the present invention, the compound according to any one of embodiments 1-15, wherein n is an average value, typically comprises from about 0.0005% to about 90% of the total composition. % w/w; preferably it will have a concentration of about 0.05% to about 90% w/w. When in concentrated form, the compositions of the invention typically comprise 1% to 80% w/w, preferably 5% of the total composition of a compound according to any one of embodiments 1-15. It contains ~60% w/w, more preferably 10% w/w to 40% w/w and even more preferably 10% w/w to 20% w/w. The ready-to-use compositions of the present invention typically comprise from about 0.01% to about 2% w/w of the total composition of a compound according to any one of embodiments 1-15, even more so. It preferably comprises from about 0.1% to about 1% w/w of the total composition.

A compound according to any one of embodiments 1-15 can also be used in compositions containing biologically active ingredients (eg, pesticides) (which are often referred to as built-in adjuvant formulations). or may be present in a separate composition that does not contain the biologically active ingredient but is combined with a composition containing the biologically active ingredient (e.g., an end user such as an agricultural worker). but separately placing the formulation of the biologically active ingredient and the formulation of the compound according to any one of embodiments 1-15 into a spray tank of water in which the formulations respectively dissolve or disperse, and then , when farmers spray their crops) (this is often referred to as a tank mix adjuvant formulation).

Compositions of the present invention may be formulated by any suitable means known to those of ordinary skill in the art. As noted above, in one aspect, the compositions of the present invention are formulations that may be diluted or dispersed (typically in water) in a spray tank by the end user (typically an agricultural worker) prior to application. It is a substance concentrate.

Additional formulation components may be formulated with the compound according to any one of embodiments 1-15 or the composition according to the present invention. Such additional components include, for example, adjuvants, surfactants, emulsifiers and solvents; standard formulation publications disclose such formulation components suitable for use with the present invention.している（例えば、Ｃｈｅｍｉｓｔｒｙ ａｎｄ Ｔｅｃｈｎｏｌｏｇｙ ｏｆ Ａｇｒｏｃｈｅｍｉｃａｌ Ｆｏｒｍｕｌａｔｉｏｎｓ，Ｅｄ．Ａｌａｎ Ｋｎｏｗｌｅｓ，Ｋｌｕｗｅｒ Ａｃａｄｅｍｉｃ Ｐｕｂｌｉｓｈｅｒｓ，Ｔｈｅ Ｎｅｔｈｅｒｌａｎｄｓ ｉｎ １９９８；及びＡｄｊｕｖａｎｔｓ ａｎｄ Ａｄｄｉｔｉｖｅｓ：２００６ Ｅｄｉｔｉｏｎ ｂｙ Ａｌａｎ Ｋｎｏｗｌｅｓ，Ａｇｒｏｗ Ｒｅｐｏｒｔ ＤＳ２５６，Ｉｎｆｏｒｍａ ＵＫ Ｌｔｄ，Ｄｅｃｅｍｂｅｒ ２００６）。 Further standard formulation components suitable for use with the present invention are disclosed in WO 2009/130281 (see page 46, lines 5 to 51, line 40).

Accordingly, compositions of the present invention may also include one or more surfactants or dispersants to aid in emulsifying the biologically active ingredient upon dispersion or dilution in an aqueous medium (dispersion system). Emulsifying systems exist primarily to help maintain the emulsification of biologically active ingredients in water. Many individual emulsifiers, surfactants and mixtures thereof suitable for forming agrochemical emulsion systems are known to those skilled in the art and a very wide variety of choices are available. Typical surfactants that can be used to form the emulsifier system include ethylene oxide, propylene oxide or both ethylene oxide and propylene oxide; aryl or alkylaryl sulfonates and combinations thereof with ethylene oxide or propylene oxide or both; carboxylic acids; Included are those containing salts and combinations of these with ethylene oxide or propylene oxide or both. Polymers and copolymers are also commonly used.

The compositions of the invention may also contain solvents that may have a wide range of water solubility. Oils with very low water solubility can be added to the solvents of the present invention for a variety of reasons, such as to provide fragrance, toxicity mitigation, cost reduction, improved emulsifying properties and altered solubilizing power. Solvents with high water solubility can, for example, improve the ease of emulsifying the formulation in water, improve the solubility of pesticides (pesticides) or other optional additives in the formulation, and reduce the viscosity of the formulation. It may also be added for various reasons such as modification or additional commercial benefit.

Other optional ingredients that can be added to the formulation include, for example, colorants, fragrances and other materials that provide a benefit to typical agrochemical formulations.

The compositions of the invention can be formulated, for example, as emulsion or dispersion concentrates, emulsions in water or in oil, emulsions of particles or suspensions in oil, microencapsulated formulations, aerosol sprays or spray formulations; and They can be further formulated into granular materials or powders, eg for dry application or as water-dispersible formulations. Preferably, the compositions of the present invention are emulsion concentrates (EC), emulsions in water (EW), suspensions of particles in water (SC), microcapsule formulations (CS), soluble liquids (SL), particles and emulsions. It may be formulated as or contained in a suspension with (SE), a dispersion concentrate (DC) or a suspension of particles in oil (OD).

The compositions of the invention can be used to control pests. The term "pest" as used herein includes insects, fungi, mollusks, nematodes and unwanted plants. Thus, to control pests, the compositions of the present invention can be applied directly to the pest or to the pest's habitat.

The compositions of the present invention also have utility in seed treatment plants and can therefore be applied appropriately to seeds.

In the above description of the invention, compounds according to any one of embodiments 1-15 are described as individual compounds (i.e. n and m, each associated with a specific number of EO or PO units, are , with integer values). Of course, a typical alkoxylation reaction will result in a distribution of EO and PO unit numbers rather than a single unit number. Accordingly, in alternative aspects of the present invention, compounds according to any one of embodiments 1-15, compositions of said compounds, methods of making and using said compositions and compositions described herein. Uses of the compounds are provided provided that the values of n and m are mean values (which can be either mean, mode or median; all three are very close to each other). obtained), wherein n may or may not be an integer and is selected from 2 to 20 (inclusive), especially 5 to 15; especially 7 to 12, and m is It may or may not be an integer and is selected from 2-20 (inclusive), especially 2-15, especially 2-8.

Various aspects and embodiments of the invention will now be described in more detail by way of example. It will be appreciated that modification of detail may be made without departing from the scope of the invention.

The following pyrimidine adjuvants were prepared.

By way of example, Supplement 10 was prepared as follows.

Step (a):
Oleyl alcohol (48 g, 0.179 mol) was added to a 3-neck round bottom flask equipped with a nitrogen gas inlet, bubbler and thermoprobe followed by lithium tert-butoxide (1M in THF) (179 ml, 0.179 mol) and the reaction mixture was was stirred at room temperature for 30 minutes. A solution of 4,6-difluoropyrimidine (21 g, 0.179 mol) in anhydrous THF (80 mL) in a 3-necked round bottom flask equipped with a nitrogen gas inlet/bubbler and a thermoprobe was cooled to 0° C. and treated with oleyl alcohol and lithium tert. A premixed solution of -butoxide was added dropwise while maintaining T _int <5°C. Once the addition was complete, the solution was allowed to warm to room temperature over 2 hours. After the reaction was complete, water (500ml) and EtOAc (500ml) were added and the layers were separated (brine needed). The aqueous layer was extracted with EtOAc (2 x 500ml). The combined organic layers were dried ( _MgSO4 ), filtered and concentrated in vacuo to give the product (63g, 95%) as an orange liquid.

Step (b):
Methoxypoly( _ethylene glycol) (Carbowax 550™ MPEG, approximately 550 average molecular weight, approximately 10 oxyethylene average number of units, 50 g, 0.090 mol) were added. Step (a) product (step (a), 35 g, 0.095 mol) in DMSO (stock, 400 ml) was added in one portion to methoxy polyethylene glycol. A solution of potassium tert-butoxide (stock, 10.7 g, 0.095 mol, 1.05 eq) in THF (stock, 95 ml) (1M solution) was added in one portion via addition funnel. The ice bath was removed and the reaction mixture was stirred at room temperature over the weekend. The reaction mixture was cooled in an ice bath and water (400 ml) was slowly added dropwise over 15 minutes, then extracted with EtOAc (3 x 400 ml). The combined organics were washed with water (600ml) and dried ( _MgSO4 ). The crude product (60 g) was subjected to column chromatography (loaded in petrol, 9.5 x 17 cm silica, 120 ml fractions, TLC in 5% MeOH/dichloromethane, _KMnO4 for visualization, EtOAc/petrol: 500 ml 30%, Purification by 1L 50% 1L dichloromethane then MeOH/dichloromethane: 1L 2%, 1L 4%, 1L 6%, 2.5L 8% gradient elution) gave the product (44g mixed with DMSO). This was dissolved in dichloromethane (300ml), washed with water (4x300ml) and dried ( _MgSO4 ) to give the product (36g) as a yellow/orange oil.

Other adjuvants were prepared similarly to Adjuvant 10 using the appropriate reactants. For example, using Carbowax MPEG 350™ for adjuvants with 7EO, Methyl Carbitol™ and MPEG 1000™-Ineos/mPEG-OH, MW 1k (Creative PEGworks) for adjuvants with 2EO and 20EO. used respectively. Dowanol TPM™ was used for the adjuvant with 3PO.

The structure of the compound was confirmed by NMR and liquid chromatography using the following conditions.

NMR:
Spectrometer: Bruker AvIII 400MHz
Solvent: d4-methanol Technique: 1D 1H NMR, 2D 1H, 1H DQF-COSY 2D 1H, ¹³ CHSQC, HMBC NMR
Adjuvant 10:
¹ H NMR (400 MHz, d4-methanol) δ ppm 0.82-0.95 (m, 3H), 1.28 (br s, 17H), 1.39-1.49 (m, 2H), 1. 68-1.83 (m, 2H), 3.35 (s, 3H), 3.49-3.55 (m, 2H), 3.57-3.70 (m, 23H), 3.82 ( dd, J = 5.40, 4.00 Hz, 2H), 4.29 (t, J = 6.60 Hz, 2H), 4.40-4.50 (m, 2H), 6.15 (s, 1H) ), 8.35(s, 1H).

Liquid chromatography:
Samples were analyzed using liquid chromatography in conjunction with diode array detection (DAD), charged particle detection (CAD) and mass spectrometry (MS) as follows.

Sample preparation:
All samples were tested at a concentration of 0.1 mg mL (CAR1224B, CAR1495B, CAR1496A) or 1 mg mL (all other samples) in 90:10 acetonitrile/HO (vol/vol). Prepared prior to transfer to autosampler vials. For each material, the same vial was used for C18 reversed-phase and hydrophilic interaction liquid chromatography (HILIC) experiments (as described below).

Chromatographic conditions:
Analysis was performed using a Waters Acquity UPLC instrument. Detection was with a Waters light emitting diode array detector (PDA or DAD) (detection λ=240 or 254 nm), a Thermo Fisher Scientific Corona Veo RS charged particle detector (CAD) and a Waters SQ Detector 2 mass spectrometer (MS). went. Each sample was analyzed by two different chromatographic methods.

(i) C ₁₈ reverse phase liquid chromatography column: Phenomenex C ₁₈ Kinetex (100×3 mm, particle size 2.6 μm, serial number H17-143356)
Temperature: 40°C
Flow rate: 0.5 mL min ^-1
Mobile phase A: ASTM Type I water + 100 mM ammonium acetate + 2.5 mL L ^-1 acetic acid (about pH 5)
Mobile Phase B: Acetonitrile + 2.5 mL L ^-1 of acetic acid (pH 5)
Runtime: 60 minutes

Mobile phase gradient:

(ii) Hydrophilic Interaction Liquid Chromatography (HILIC)
Column: Waters BEH HILIC (150×2.1 mm, 1.7 μm particle size, serial no. 03003705818509)
Temperature: 30°C
Flow rate: 0.45 mL min ^-1
Mobile phase A: 97:3 acetonitrile/H2O + 300 mM ammonium acetate (vol/vol)
Mobile phase B: 50:47:3 acetonitrile/HO/HO + 300 mM ammonium acetate (vol/vol/vol)
Runtime: 40 minutes

Mobile phase gradient:

Data analysis:
The most abundant ethoxylate (EO) or propoxylate (PO) number of each sample was determined according to the highest integrated area peak in the CAD chromatogram for each HILIC experiment. The identity of this peak was confirmed by inspection of the corresponding mass spectrum (derived from the MS chromatogram).

Biological data:
The compounds were tested for their ability to act as adjuvants for agrochemical compositions containing the following pesticidal active ingredients.
- Nicosulfuron - Fomesafen - Mesotrione - Pinoxaden - Cyantraniliprole - Isopyrazam - Epoxyconazole

Nicosulfuron Examples:
The potency of adjuvants 1-12 as adjuvants for the herbicide nicosulfuron was planted in standard soil in pots in a greenhouse (24/18°C day/night; 16 hours light; humidity 65%). was tested in a greenhouse against four weed species grown under controlled conditions in Nicosulfuron was added to the spray tank as a standard WG (water dispersible granule) formulation.

Plants were treated with 15 and 60 grams of nicosulfuron (in the absence of adjuvant) using a laboratory track sprayer using a flat fan nozzle (Teejet 11002VS) at 2 bar and giving a rate of 200 liters/hectare of the aqueous spray composition. of pesticide per hectare. A spray test was also conducted using nicosulfuron in combination with Adjuvants 1-12. Adjuvants were added to the spray solution at a rate of 0.2% v/v. All spray solutions also contained 12.5% v/v isopropanol. Weed species and their BBCH growth stage at spraying are Abutilon theophrasti (ABUTH; growth stage 13), Chenopodium album (CHEAL; growth stage 13-14), Digitalia sanguinalis ) (DIGSA; growth stage 11) and Setaria viridis (SETVI; growth stage 13). Each spray test was replicated three times.

The test plants were then grown in a greenhouse under controlled conditions (24/18° C. day/night; 16 hours light; 65% humidity) and watering twice a day. Herbicide efficacy was assessed visually and expressed as percentage of dead leaf area. Samples were evaluated for a period of 21 days after application. The results shown in Table 1 below are the average of two rates of nicosulfuron and three replicates.

Fomesafen Examples:
Supplements 1-12 efficacy as adjuvants for the herbicide fomesafen (as sodium salt) were planted in standard soil in pots and placed in a greenhouse (24/18°C day/night; 16 hours light, humidity). 65%) in a greenhouse against four weed species grown under controlled conditions. Fomesafen sodium salt was added to the spray tank as a standard SL (soluble concentrate) formulation.

Plants were sprayed with fomesafen at a rate of 100 and 200 grams of pesticide/hectare using a laboratory track sprayer using a flat fan nozzle (Teejet 11002VS) at 2 bar and delivering an aqueous spray composition at a rate of 200 liters/hectare. (in the absence of adjuvant) was sprayed. A spray test was also conducted using fomesafen in combination with Adjuvants 1-12. Adjuvants were added to the spray solution at a rate of 0.2% v/v, unless otherwise specified. All spray solutions also contained 12.5% v/v isopropanol to normalize the retention of the spray on hydrophobic plant surfaces. Weed species and their BBCH growth stages at the time of spraying are Abutilon theophrasti (ABUTH; growth stage 12-13), Chenopodium album (CHEAL; growth stage 15), Ipomea hederacea (IPOHE). growth stage 12) and Setaria viridis (SETVI; growth stage 14). Each spray test was replicated three times. The test plants were then grown in a greenhouse under controlled conditions (24/18° C. day/night; 16 hours light; 65% humidity) and watering twice a day.

Herbicide efficacy was assessed visually and expressed as percentage of dead leaf area. Samples were evaluated for a period of 21 days after application. The results shown in Table 2 below are the two rates of fomesafen, 3 replicates and the mean of the 3 replicates.

Mesotrione Examples:
The efficacy of adjuvants 1-12 as adjuvants for the herbicide mesotrione was planted in standard soil in pots in a greenhouse (24/18°C day/night; 16 hours light; humidity 65%). It was tested in a greenhouse against four weed species grown under controlled conditions. Mesotrione was added to the spray tank as a standard SC (Suspension Concentrate) formulation.

Plants were dosed with mesotrione (no adjuvant) using a laboratory track sprayer using a flat fan nozzle (Teejet 11002VS) and an application volume of 200 liters/ha (2 bar), delivering an aqueous spray composition at a rate of 200 liters/hectare. was sprayed at a rate of 30 and 60 grams of pesticide/hectare. Spray tests were also conducted using mesotrione in combination with adjuvants 1-12. Adjuvants were added to the spray solution at a rate of 0.2% v/v, unless otherwise specified. All spray solutions also contained 10% w/w iso-propanol. Weed species and their BBCH growth stage at the time of spraying are Brachiaria platyphylla (BRAPP; growth stages 13-14) or Brachiaria plantaginea (BRAPL; growth stages 13-14), Malva Commelina benghalensis (COMBE; growth stage 13), Digitalia sanguinalis (DIGSA; growth stage 14) and Frecklebird (Polygonum convolvulus) (POLCO; growth stage 13-14). Each spray test was replicated three times.

The test plants were then grown in a greenhouse under controlled conditions (24/18° C. day/night; 16 hours light; 65% humidity) and watering twice a day. Herbicide efficacy was assessed visually and expressed as percentage of dead leaf area. Samples were evaluated for a period of 21 days after application. The results shown in Table 3 below are the average of two rates of mesotrione and three replicates.

Pinoxaden Examples:
The efficacy of adjuvants 1-12 as adjuvants for the herbicide Pinoxaden was planted in standard soil in pots and in a greenhouse (20/16°C day/night; 16 hours light; humidity 65%). It was tested in a greenhouse against four weed species grown under controlled conditions. Pinoxaden was added to the spray tank as a standard EC (emulsifiable concentrate) formulation.

Plants were treated with 7.5 and 15 pinoxaden (in the absence of adjuvant) using a laboratory track sprayer using a flat fan nozzle (Teejet 11002VS) at 2 bar and giving a rate of 200 l/hectare of the aqueous spray composition. Sprayed at a rate of grams of pesticide per hectare. A spray test was also conducted using pinoxaden in combination with adjuvants 1-12. Adjuvants were added to the spray solution at a rate of 0.2% v/v, unless otherwise specified. All spray solutions also contained 10% w/w iso-propanol. Weed species and their BBCH growth stages at the time of spraying are Avena fatua (AVEFA; growth stage 12), Lolium perenne (LOLPE; growth stage 13), Alopecurus myosuroides (ALOMY; growth stage 13) and Setaria viridis (SETVI; growth stage 13-14). Each spray test was replicated three times.

The test plants were then grown in a greenhouse under controlled conditions (20/16° C. day/night; 16 hours light; 65% humidity) and watering twice a day. Herbicide efficacy was assessed visually and expressed as percentage of dead leaf area. Samples were evaluated for a period of 21 days after application. The results shown in Table 4 below are the average of two rates of pinoxaden and three replicates.

Cyantraniliprole Examples:
The efficacy of adjuvants 6, 7, 8 and 10 as adjuvants in compositions containing cyantraniliprole was tested in the aphid/green bean assay. Two-week-old green bean (Phaseolus vulgaris) plants were infested on the underside with Aphis craccivora, aphid populations of varying ages in clip-on cages. One day after infestation, the tops of the plants were sprayed with the insecticide cyantranilip using a top-down laboratory track sprayer using a flat fan nozzle (LU 90-01) at 2 bar and giving a spray rate of 200 l/hectare. The rolls were treated with dilute suspension concentrates at rates of 3.125, 6.25, 12.5, 25, 50 mg of insecticide per liter of spray solution. Also sprayed with a dilute suspension concentrate further comprising adjuvants 6, 7, 8 and 10 added to the spray solution in proportions of 0.1 and/or 0.2% v/v based on the amount of spray solution. did the test. Plants were incubated in the greenhouse for 5 days and mortality assessed for mixed aphid populations. Each experiment was repeated twice and the results were averaged. Table 5 summarizes the results.

Isopyrazam Examples:
Adjuvants 6, 7, 8 and 10 were tested as adjuvants for agrochemical compositions containing isopyrazam.

Two week old wheat plants were inoculated with the fungus Septoria tritici. Four days after sowing, the plants are treated with a diluted suspension of the fungicide isopyrazam using a laboratory track sprayer using a flat fan nozzle (LU 90-01) at 2 bar and giving a spray rate of 200 l/hectare. The concentrate formulations were sprayed at rates of 6.5, 16, 40 and 100 mg fungicide per liter of spray solution. All spray solutions also contained 10% v/v isopropanol. Plant leaves were visually assessed 17-18 days after infection and damage was expressed as percentage of leaf area that was infected. Each spray test was replicated four times over four application rates.

The results, shown in Table 6 below, are the average of 4 rates of isopyrazam and 4 replicates.

Epoxiconazole Examples:
Adjuvants 6, 7, 8 and 10 were tested as adjuvants for agrochemical compositions containing epoxiconazole.

Two week old wheat plants were inoculated with the fungus Septoria tritici. Four days after sowing, the plants are sprayed with a diluted suspension of the fungicide-fungicide epoxiconazole using a laboratory track sprayer using a flat fan nozzle (LU 90-01) at 2 bar and giving a spray rate of 200 l/hectare. The suspension concentrate formulations were sprayed at rates of 1.5, 4, 8.5 and 20 mg fungicide per liter of spray solution. Spray tests were also carried out with dilute suspension concentrates further containing Adjuvants 6, 7, 8 and 10 added to the spray solution at a rate of 0.1% v/v based on the amount of spray solution. All spray solutions also contained 10% v/v isopropanol. Plant leaves were visually assessed 17-18 days after infection and damage was expressed as percentage of leaf area that was infected. Each spray test was repeated four times over four application rates and the results are shown in Table 7.

Another aspect of the present invention may be as follows.
[1] Formula (I)

(In the formula,
R. ¹ is C _Four ～C ₂₀ -alkyl and C _Four ～C ₂₀ - selected from alkenyl;
R. ² is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl and t-butyl;
X is

or
(iii)

a mixture of
is either;
n is 2 to 30)
or a salt thereof.
[2] X is

The compound or salt according to [1] above.
[3] X is

The compound or salt according to [1] above.
[4] Formula (I)

(In the formula,
R. ¹ is C ₆ ～C ₁₈ -alkyl and C ₆ ～C ₁₈ - selected from alkenyl;
X is

is;
n is 2 to 20;
R. ² is methyl or H)
The compound or salt according to the above [1].
[5] R ² is methyl, and R ¹ and n is the table

The compound or salt according to [4] above, which is as defined in .
[6] Formula (I)

(In the formula,
R. ¹ is C ₆ ～C ₁₈ -alkyl and C ₆ ～C ₁₈ - selected from alkenyl;
X is

is;
n is 2-8;
R. ² is methyl or H)
The compound according to the above [1].
[7] R ² is methyl and R ¹ is dodecyl, and n is 3, the compound according to the above [6].
[8] A composition comprising an active biological ingredient, particularly an active agricultural ingredient, and the compound according to any one of [1] to [7] above.
[9] A tank mixture formulation containing the compound according to any one of [1] to [7].
[10] Use of the agricultural chemical composition described in [8] above for controlling pests.
[11] A method for producing the agrochemical composition described in [8] above, which comprises combining a biologically active ingredient with the compound described in any one of [1] to [7] above. How to include.
[12] Use of the compound described in any one of [1] to [7] above as an adjuvant in the composition described in [8] above.

Claims (12)

Formula (I)

(In the formula,
R ¹ is selected from C ₄ -C ₂₀ -alkyl and C ₄ -C ₂₀ -alkenyl;
R ² is selected from H, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl and t-butyl;
X is

or (iii)

is any mixture of
n is 2 to 30)
or a salt thereof. X is

2. The compound or salt of claim 1, which is X is

2. A compound or salt according to claim 1, which is Formula (I)

(In the formula,
R ¹ is selected from C ₆ -C ₁₈ -alkyl and C ₆ -C ₁₈ -alkenyl;
X is

is;
n is 2 to 20;
^R2 is methyl or H)
The compound or salt of claim 1 of R ² is methyl and R ¹ and n are

5. A compound or salt according to claim 4, as defined in Formula (I)

(In the formula,
R ¹ is selected from C ₆ -C ₁₈ -alkyl and C ₆ -C ₁₈ -alkenyl;
X is

is;
n is 2-8;
^R2 is methyl or H)
The compound of claim 1 of 7. The compound of claim 6, wherein ^R2 is methyl, ^R1 is dodecyl and n is 3. A composition comprising a biologically active ingredient and a compound according to any one of claims 1-7. A tank mix formulation comprising a compound according to any one of claims 1-7. Use of the composition according to claim 8 for controlling pests , excluding methods for treating the human body by surgery or therapy . A method of manufacturing a composition according to claim 8, comprising combining a biologically active ingredient with a compound according to any one of claims 1-7. Use of a compound according to any one of claims 1-7 as an adjuvant in a composition according to claim 8.